Tetrahedron Letters p. 299 - 302 (1982)
Update date:2022-09-26
Topics:
Levi, Hugo A.
Landen, George L.
McMills, Mark
Albiziati, Kim
Moore, Harold W.
A number of unanticipitated transformations were observed when various 2,5-diphenyl-1,4-ditiin sulfones were treated with sodium azide.These include a fragmentation to give 1,2-dicyano-1,2-diphenylethene, the formation of 2,5-diphenyl-1,4-thiazine-1,1-dioxide, and the rearrangement of 3-bromo-2,5-diphenyl-1,4-dithiin-1,1-dioxide to its 2-bromo- isomer.Possible mechanism for these unusual reactions are discussed.
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(1982)Doi:10.1016/S0040-4039(00)87198-1
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(2005)Doi:10.1021/ja01230a601
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